Dress Old Money This Winter

The Timeless Guide to Elevated Style

Winter is the perfect season to embrace the refined elegance of the "old money" aesthetic. Rooted in classic, understated sophistication, old money style prioritizes quality over trends, timelessness over extravagance. Whether you’re strolling through city streets or heading to a country retreat, here’s how to master the art of old money dressing this winter.

1. Invest in Quality Outerwear

Your coat is the cornerstone of your winter wardrobe. Look for timeless styles in neutral tones:

  • Wool Overcoat: Choose double-breasted or belted options in camel, navy, or charcoal.

  • Tailored Peacoats: A navy or black peacoat with brass buttons radiates classic charm.

  • Cashmere Wrap Coats: For women, these exude understated luxury.

Tip: Opt for natural fibers like wool or cashmere and avoid flashy logos or embellishments.

2. Layer with Sophistication

Layering is key to staying warm while maintaining an elegant silhouette. Combine practicality with style:

  • Men: A cashmere sweater over a crisp button-down shirt, paired with tailored trousers.

  • Women: A turtleneck under a tailored blazer or structured coat. Add a silk scarf for a chic finish.

Stick to a neutral color palette with occasional pops of jewel tones like emerald or burgundy.

3. Prioritize Timeless Fabrics

Winter is all about texture. Elevate your look with premium materials:

  • Tweed & Houndstooth: Perfect for blazers, skirts, or trousers.

  • Cable-Knit Cashmere: Cozy and luxurious for sweaters.

  • Velvet & Suede: Add subtle richness for eveningwear or accessories.

4. Footwear Matters

Function meets elegance with the right footwear:

  • Men: Leather loafers, brogues, or Chelsea boots in dark brown or black.

  • Women: Knee-high leather boots or sleek ankle boots with minimal embellishments.

Always keep your shoes polished—attention to detail speaks volumes.

5. Accessories for Elegance

Keep accessories minimal yet refined:

  • Men: Wool or cashmere scarves, leather gloves, and a classic watch.

  • Women: Structured handbags, gold jewelry, and silk scarves.

Avoid over-accessorizing—simplicity is key.

6. Signature Old Money Colors

Build your winter wardrobe around these classic hues:

  • Neutral tones: Beige, camel, gray, and cream.

  • Dark shades: Navy, black, forest green, and burgundy.

  • Winter whites: Always chic and sophisticated.

7. Subtle Makeup and Grooming

For women, opt for natural-looking makeup with soft blush, neutral lipstick, and defined brows. Hair should be sleek—think polished ponytails, low buns, or soft waves. Men should focus on well-groomed hair and a clean shave or neatly trimmed beard.

8. Adopt the Old Money Mindset

The old money aesthetic isn’t just about clothing—it’s a lifestyle. Prioritize timeless elegance, quiet confidence, and a refined demeanor.

With these tips, you’re well on your way to exuding old money sophistication this winter. Remember, the key to this style is subtlety and quality. Every piece should feel intentional and enduring.

Stay warm, stay stylish!